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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2-[6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid 106363-02-4 C12H9ClN4O2S
2-[6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[6-(4-chlorophenyl)-3-ethyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid 106363-08-0 C14H13ClN4O2S
2-[6-(4-chlorophenyl)-3-ethyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 1-piperidinocycloprop-1-yl 1-thiophenylcycloprop-1-yl ketimine 87385-05-5 C18H24N2S
1-piperidinocycloprop-1-yl 1-thiophenylcycloprop-1-yl ketimine
—— 3-Chloro-4-[(4-methylphenyl)sulfanyl]-5-phenylfuran-2(5H)-one 89403-46-3 C17H13ClO2S
3-Chloro-4-[(4-methylphenyl)sulfanyl]-5-phenylfuran-2(5H)-one
—— AgCTf<sub>3</sub> 114395-71-0 Ag*C4F9O6S3
AgCTf<sub>3</sub>
—— ANSPh 1207273-31-1 C14H24N2S
ANSPh
—— 1,1,1,2,2,3,3,4,4-nonafluoro-6-methanesulfinylhexane 357604-65-0 C7H7F9OS
1,1,1,2,2,3,3,4,4-nonafluoro-6-methanesulfinylhexane
—— 2-[(3,3,4,4,5,5,6,6,6-nonafluorohexyl)sulfinyl]ethanol 917966-97-3 C8H9F9O2S
2-[(3,3,4,4,5,5,6,6,6-nonafluorohexyl)sulfinyl]ethanol
—— 2,2-dimethyl-5-(phenylthio)-6-allyl-4,7-dihydro-1,3-dioxepin 89890-03-9 C16H20O2S
2,2-dimethyl-5-(phenylthio)-6-allyl-4,7-dihydro-1,3-dioxepin
—— 6-carbethoxy-3-(methylthio)-1,2,4-triazine-5-thione 65763-91-9 C7H9N3O2S2
6-carbethoxy-3-(methylthio)-1,2,4-triazine-5-thione
—— [(E)-1-Methyl-3-methylamino-but-2-en-(E)-ylidene]-(2-methyl-5-methylsulfanyl-2H-[1,2,4]triazol-3-yl)-amine 116060-76-5 C10H17N5S
[(E)-1-Methyl-3-methylamino-but-2-en-(E)-ylidene]-(2-methyl-5-methylsulfanyl-2H-[1,2,4]triazol-3-yl)-amine
—— cis-1,2-bis-(methylmercapto)-1,2-dicyanoethylene 7373-02-6 C6H6N2S2
cis-1,2-bis-(methylmercapto)-1,2-dicyanoethylene
—— bis(tridecafluorohexanesulfonyl)methane 133711-43-0 C13H2F26O4S2
bis(tridecafluorohexanesulfonyl)methane
—— 2,3-bis(4-methylpent-3-enylthio)maleonitrile 1331773-83-1 C16H22N2S2
2,3-bis(4-methylpent-3-enylthio)maleonitrile
—— 3,7-dithiacycloheptamaleonitrile 64527-54-4 C7H6N2S2
3,7-dithiacycloheptamaleonitrile
—— 6-methoxy-6,7-dihydro-5H-1,4-dithiepine-2,3-dicarbonitrile 76816-42-7 C8H8N2OS2
6-methoxy-6,7-dihydro-5H-1,4-dithiepine-2,3-dicarbonitrile
—— 5,12-dioxo-5,7,8,9,10,12-hexahydro[1,4]dithiino[2,3-d]pyridazino[1,2-a]pyridazine-2,3-dicarbonitrile 1340546-85-1 C12H8N4O2S2
5,12-dioxo-5,7,8,9,10,12-hexahydro[1,4]dithiino[2,3-d]pyridazino[1,2-a]pyridazine-2,3-dicarbonitrile
—— 6-methyl-3-(methylthio)-1,2,4-triazine-5-thione 7448-19-3 C5H7N3S2
6-methyl-3-(methylthio)-1,2,4-triazine-5-thione
—— (E)-1-Phenylsulfanyl-hept-5-en-3-one 93394-24-2 C13H16OS
(E)-1-Phenylsulfanyl-hept-5-en-3-one
—— 3-(methylthio)-6-phenyl-1,2,4-triazine-5-thione 38119-45-8 C10H9N3S2
3-(methylthio)-6-phenyl-1,2,4-triazine-5-thione
—— 1-Methoxy-4-{3-[4-(phenylsulfanyl)phenoxy]prop-1-yn-1-yl}benzene 89878-69-3 C22H18O2S
1-Methoxy-4-{3-[4-(phenylsulfanyl)phenoxy]prop-1-yn-1-yl}benzene
—— 5-cyano-6-aminopyrrolo<1,2-a><3,1>benzothiazepine 87574-11-6 C13H9N3S
5-cyano-6-aminopyrrolo<1,2-a><3,1>benzothiazepine
—— 5-methoxycarbonyl-6-aminopyrrolo<1,2-a><3,1>benzothiazepine 87574-13-8 C14H12N2O2S
5-methoxycarbonyl-6-aminopyrrolo<1,2-a><3,1>benzothiazepine
—— BI-90H8 1208264-58-7 C13H11N5O3S3
BI-90H8
—— BI-90H5 1208264-56-5 C10H11N5O3S3
BI-90H5
—— 1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(2-(methylthio)phenyl)heptane 945413-24-1 C22H24N2O2S
1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(2-(methylthio)phenyl)heptane
—— (Z)-3-(2-tert-butylhydrazinyl)-2-cyanobut-2-enethioamide 102997-28-4 C9H16N4S
(Z)-3-(2-tert-butylhydrazinyl)-2-cyanobut-2-enethioamide
—— 1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(3-(methylthio)phenyl)heptane 945413-25-2 C22H24N2O2S
1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(3-(methylthio)phenyl)heptane
—— 1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(4-(methylthio)phenyl)heptane 945413-26-3 C22H24N2O2S
1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(4-(methylthio)phenyl)heptane
—— 3-Butylsulfonyl-2,2-dimethylpropionsaeure 59358-19-9 C9H18O4S
3-Butylsulfonyl-2,2-dimethylpropionsaeure
—— 5-hydroxy-2-(phenylthiomethyl)-4H-pyran-4-one 138426-83-2 C12H10O3S
5-hydroxy-2-(phenylthiomethyl)-4H-pyran-4-one
—— bis-(hexylmercapto)methane 32767-42-3 C13H28S2
bis-(hexylmercapto)methane
—— (3S)-t-butyldimethylsilyloxy-(2R)-(t-butyloxycarbonyl)amino-4-chloro-1-phenylthiobutane 357604-39-8 C21H36ClNO3SSi
(3S)-t-butyldimethylsilyloxy-(2R)-(t-butyloxycarbonyl)amino-4-chloro-1-phenylthiobutane
—— 4-(phenylthio)dihydrolevoglucosenone 71021-06-2 C12H12O3S
4-(phenylthio)dihydrolevoglucosenone
—— 7-Benzyl-2-(4-dimethylamino-phenylsulfanyl)-5,6,7,8-tetrahydro-3H-pyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-one 91225-62-6 C24H24N4OS2
7-Benzyl-2-(4-dimethylamino-phenylsulfanyl)-5,6,7,8-tetrahydro-3H-pyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-one
—— 2,5-bis(methylthio)pyrazine 86942-29-2 C6H8N2S2
2,5-bis(methylthio)pyrazine
—— 4-phenyl-1-(phenylthio)butan-2-ol 93242-22-9 C16H18OS
4-phenyl-1-(phenylthio)butan-2-ol
—— (1-{3-[(1-methyl-1H-imidazol-2-yl)sulfanyl]propyl}cyclobutyl)methanol 568591-88-8 C12H20N2OS
(1-{3-[(1-methyl-1H-imidazol-2-yl)sulfanyl]propyl}cyclobutyl)methanol
—— BI-98A10 1208264-61-2 C9H11N5O2S3
BI-98A10
—— (2S)-7-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylheptan-2-ol 146830-60-6 C30H40O2SSi
(2S)-7-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylheptan-2-ol
—— (1-{2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]ethyl}cyclobutyl)methanol 568591-84-4 C11H18N2OS
(1-{2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]ethyl}cyclobutyl)methanol
—— 2-({2-[1-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclobutyl]ethyl}sulfanyl)-1-methyl-1H-imidazole 568591-83-3 C17H32N2OSSi
2-({2-[1-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclobutyl]ethyl}sulfanyl)-1-methyl-1H-imidazole
—— BI-90H10 1208264-60-1 C15H15N5O4S3
BI-90H10
—— ethyl 2-phenylthiomethylacrylate 82850-01-9 C12H14O2S
ethyl 2-phenylthiomethylacrylate
—— 3-(p-tolyl)-5-methylthio-1,2,4-thiadiazole 141693-84-7 C10H10N2S2
3-(p-tolyl)-5-methylthio-1,2,4-thiadiazole
—— Ethyl 2-hydroxy-2-(2-hydroxy-5-methylsulfanylphenyl)acetate 89666-08-0 C11H14O4S
Ethyl 2-hydroxy-2-(2-hydroxy-5-methylsulfanylphenyl)acetate
—— o-thiobenzoquinonemethide 59130-11-9 C7H6S
o-thiobenzoquinonemethide
—— 2-Chloro-3-nitro-4-(phenylsulfanyl)benzene-1-sulfonamide 88345-27-1 C12H9ClN2O4S2
2-Chloro-3-nitro-4-(phenylsulfanyl)benzene-1-sulfonamide
—— 2-methyl-5,6-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone 58950-90-6 C5H8O4S2
2-methyl-5,6-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone
—— N,N-dimethyl-2-methylbutyrothiamide 89856-00-8 C7H15NS
N,N-dimethyl-2-methylbutyrothiamide